Duration
14 Nights
Journey Type
Cruise only (Please call for flight options)
Ports
14 Ports
23 November
Setting sail from San Juan
Founded by the Spanish in 1521, Puerto Rico's capital is the second oldest European settlement in the Americas. Modern San Juan is a bustling city, home to over a third of the island's population, but the cobbled streets of the Old Town remain the biggest tourist draw. The colonial-era fortifications have been awarded UNESCO World Heritage status, crowned by the imposing waterfront El Morro fortress, and the Old Town is full of attractive, brightly coloured houses. Outside of the Old Town you can find designer shopping on Avenida Ashford, and the north of the city is fringed by beautiful beaches, including fashionable Condado with its hip hotels and bars.
Our tip
Hunt out the very best chuletas Can-Can and pastelillos – local food at its best is great. Don’t settle for sorry imitations.
24 November
At sea
25 November
Grenada: St George's
Browse the markets of charming St George’s, fragrant with the scent of cinnamon and nutmeg, and you’ll soon understand why Grenada is known as the ‘isle of spice’. This is one of the Caribbean’s most enchanting islands, fringed by gorgeous beaches and largely unsullied by mass market tourism.
26 November
St. Vincent & Grenadines: Bequia
Bequia is an incredibly friendly, laid-back island blessed with pristine golden sand beaches and some excellent restaurants. It’s also a popular sailing destination; the yachts tend to congregate around Admiralty Bay, where you’ll find the little waterfront town of Port Elizabeth.
27 November
Saint Lucia: Pigeon Island
Connected to the mainland by a man-made causeway, Pigeon Island is one of Saint Lucia’s most important historical sites. The British admiral George Rodney gave his name to the fort built here in the 18th century to spy on the French in Martinique, as well as the beautiful bay that the fort overlooks.
28 November
Guadeloupe: Iles des Saintes
Eight tiny islands make up the Iles des Saintes, a sparsely inhabited archipelago off the southern coast of Guadeloupe. The most interesting island is hilly Terre-de-Haut, almost entirely populated by the fair-skinned descendants of Breton sailors and home to a beautiful bay reminiscent of a mini Rio de Janeiro.
29 November
Sint Maarten: Philipsburg
Philipsburg is the gateway to an intriguing little Caribbean island with a dual personality: the Dutch side, St. Maarten, is the livelier of the two, with shopping malls, casinos and more of a nightlife scene, while French-speaking St. Martin is a more refined (and more expensive) affair, with a laid-back, continental air and a host of exclusive resorts and restaurants.
30 November
Puerto Rico: San Juan
Founded by the Spanish in 1521, Puerto Rico’s capital is the second oldest European settlement in the Americas. Modern San Juan is a bustling city, home to over a third of the island’s population, but the cobbled streets of the Old Town remain the biggest tourist draw.
1 December
U.S. Virgin Islands: Charlotte Amalie (St Thomas)
The busiest and most developed of the Virgin Islands, St. Thomas is nevertheless blessed with typically Caribbean good looks. The main town, Charlotte Amalie, is situated on a perfect natural harbour, and in its colonial heyday its warehouses were filled with indigo, tobacco and cotton.
2 December
Sint Maarten: Philipsburg
Philipsburg is the gateway to an intriguing little Caribbean island with a dual personality: the Dutch side, St. Maarten, is the livelier of the two, with shopping malls, casinos and more of a nightlife scene, while French-speaking St. Martin is a more refined (and more expensive) affair, with a laid-back, continental air and a host of exclusive resorts and restaurants.
3 December
Saint Kitts and Nevis: Basseterre (Saint Kitts)
Laid back and low key, Saint Kitts is an island typified by rolling green hills, characterful beach bars and the lingering remnants of the sugar cane trade that once dominated here. Attractions include the UNESCO-listed Brimstone Hill fortress, the 18-mile Scenic Railway and the faded Georgian elegance of the capital, Basseterre.
4 December
Saint Barthélemy: Gustavia
Gustavia is the chic and petite capital of Saint Barths, a tiny French Caribbean island that’s renowned as a haunt of the rich and the famous. You can certainly live well here if you’ve got the means, with an array of gourmet restaurants and luxury boutiques aimed squarely at the A-list. The beautiful beaches, on the other hand, are free and open to all.
5 December
British Virgin Islands: Jost Van Dyke
The idyllic island of Jost Van Dyke, named after an early Dutch settler, is known for its laid back vibe and friendly beach bars, including the famous Foxy’s, which counts Keith Richards amongst its past customers. It’s a place to kick back and relax, and the clear blue waters are also perfect for snorkelling.
6 December
British Virgin Islands: Virgin Gorda
Languid, laid-back Virgin Gorda is blessed with beautiful beaches and wonderfully friendly people. Life proceeds at a slower pace here, and highlights include The Baths, an unusual collection of granite boulders, grottoes and pools on the island’s southwest shore.
7 December
Arriving in San Juan
Don't miss
Here in Puerto Rico it’s all about the history and the sea – you can’t miss the fabulous beaches, and you will enjoy the historic military buildings.
Your home from home
Star Pride, Legend and Breeze are hugely popular little vessels, for good reason.
What we love
These small ships accommodate 312 guests in large all-suite accommodation, following the completion of the Star Plus refurbishment programme in 2021. There's a choice of restaurants and comfortable lounges and plenty of deck space, while the ship's marina ensures you can enjoy the complimentary watersports when anchored in hidden bays and tiny coves.
Capacity | 312 Guests |
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Crew | 190 International Staff |
Style | This is laid-back luxury at its best with relaxed informal days, refined yet comfortable evenings and a friendly and welcoming crew. |
Inclusions |
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Tailor-make your trip
Where to stay in Puerto Rico
If you want to stay in San Juan itself, El Convento is definitely the nicest choice. For resort hotels, we love the Ritz Carlton Reserve at Dorado Beach.
Explore Puerto Rico
In the El Yunque rainforest you will find the habitat of Puerto Rico's endangered wildlife - not to mention beautiful views.